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Skippered Yacht Charter

Take the pressure off with a skippered sailing holiday and enjoy a stunning Greek islands cruise with our expert skipper to do as much (or as little) of the sailing as you wish. Skippered yacht charter suits everyone, from non-sailors looking for a relaxing holiday away from the crowds to keen and experienced sailors looking for a helping hand or a big yacht, and a chance to relax...

Skippered Sailing Holidays

A skippered holiday lets you enjoy as much or as little sailing as you want, whilst giving you some good company and your own personal guide around the islands. They know everything about the area: from the best anchorages and clearwater bays to the finest taverna’s for an evening meal. You can follow our flotilla or organise your own itinerary with your skipper and be as adventurous or relaxed as you like.

All our yachts can be chartered with a skipper, but we offer two very special options: Our skippered 51 foot luxury Oceanis - for up to 10 persons - which is based in the Saronic islands; and our 37 ft tuition yacht which you can book privately with an RYA Yachtmaster instructor - if you and your friends would like to get a qualification while you cruise. 


At a glance

  • You can hire a skipper for all yachts in our fleet
  • Try our Skippered Oceanis 51.1 (Agean)
  • Do as much (or as little) sailing as you want
  • Learn to sail with an expert on board
  • Or relax and let our skipper do it all for you!
  • Privately book our Tuition Yacht & Instructor and learn as you cruise

Choose your yacht. Choose your route

Choose your yacht and hire a skipper for the week. He or she will do as much (or as little) sailing as you want. Their fee (below) is on top of your yacht and holiday cost, but is included in our Bavaria 37 and Oceanis 51.1.

Skippered yachts can follow our Flotilla route (which is great for the social!) or you can sail your own path and be as adventurous (or as relaxed) as you like.

Skippers normally sleep aboard so reserve a cabin for them. However, by special arrangement, they can sleep on our lead boat when following the flotilla and give you some privacy after sailing has ended for the day.



Book a skipper for any of our yachts

You can book a skipper with any of our yachts, either in The Ionian or the Aegean.


South & North Ionian £125 £875
Aegean £135 £945

How it all works 

On arrival at the yacht base our yacht team will show you to your yacht and how to work the domestic systems so you can spend the night aboard. You can spend the rest of arrival day provisioning your yacht, so do remember to allow for the skipper in your shopping. 

Your skipper will join you on Monday morning at about 9 am and shortly after a safety briefing, you will set off for your first lunchtime anchorage and island destination. 

Your skipper will be responsible for your yacht. Your skipper will need at least one person to occasionally assist them with sailing. For example, when mooring up and setting off.


About our skippers

Our skippers are friendly, very well qualified and highly experienced. They are keen to impart knowledge (on sailing and the local area) and there to help you have a wonderful holiday as they show you around the islands.

Our skippers are sociable folk and they choose this way of life because (like us) they love sailing and mixing with sailors.


Book our tuition yacht and instructor privately


If you would like to get qualified together with your friends and family, then you can charter our Bavaria 37 tuition yacht with your own RYA Yachtmaster instructor for a week (or two) of learning as you cruise the Ionian islands.

We can teach Competent Crew, Day Skipper and Start Yachting courses (age 10+) all together - and on the same yacht - so different abilities can learn together. Having a mix of courses works really well. 

Our yacht has 3 double cabins and, by special arrangement, your instructor can sleep aboard our lead yacht to give groups a little more privacy when at anchor.

If you have two weeks to spare then why not try our popular Day Skipper Fast Track course. 



Luxury Skippered Yacht Charter

Why not try our luxury skippered yacht, the impressive Oceanis 51.1. She’s brand new (a 2020 model) and comes complete with your very own skipper to cruise you and your friends around the stunning Greek Riviera in the Aegean. She’s not as expensive as you might think (especially with 8 of you) and like all our skippered charters you can choose to take an active part in sailing or relax and do nothing at all... After all, it’s your holiday!

Why not combine her with a two week Stay Sail holiday to our 4* Beach Club in Porto Heli. It’s the perfect twin centre break with a week at our Beach club for watersports and kids clubs and a luxury week aboard your own skippered yacht.



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